Sodium Hydroxide → HCID 59583418, compound

HRID 2170531Notes

Reaction equation

HRID 2170531 reaction equation
[C:1]1([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][N:8]1[C:12]([CH3:13])=[C:11]([C:14]([O:16]C)=[O:15])[N:10]=[N:9]1.[OH-].[Na+]>CO>[C:1]1([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][N:8]1[C:12]([CH3:13])=[C:11]([C:14]([OH:16])=[O:15])[N:10]=[N:9]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 59583407HCID 59583407, compound2×

Product 1

HCID 59583418HCID 59583418, compoundYield 77.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of methyl 1-(2-biphenylylmethyl)-5-methyl-1H-1,2,3-triazole-4-carboxylate (Intermediate 6) (1.1 g, 3.58 mmol) in methanol was added an aqueous solution of sodium hydroxide (7.2 mL, 6 mmol). The solution was heated at reflux for 3 hours. After concentration under reduced pressure, a 1N HCl solution (8 mL) was added. The resulting solid material was filtered, washed with water and dried to give the title compound as a cream solid (810 mg, 77%). LC/MS: m/z 294 (M+H)+, Rt: 2.23 min.

Workup

  1. temperatureThe solution was heated
  2. temperatureat reflux for 3 hours
  3. concentrationAfter concentration under reduced pressure
  4. additiona 1N HCl solution (8 mL) was added
  5. filtrationThe resulting solid material was filtered
  6. washwashed with water
  7. customdried

Sources & evidence

ORD record
ord-db51bdcd65be450db73a8c875b109fff
Source dataset
uspto-grants-2015_06
Patent number
US09051281B2

Reaction notes

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